How to Design and Run a Strategic Planning Offsite

How to Design and Run a Strategic Planning Offsite

The "soft stuff" can be the hardest stuff to manage, but it's also a key success factor of any strategy offsite.

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I've led hundreds of offsites in my strategic planning career. Whether for Fortune 500 companies, healthcare organizations, or nonprofits, they all involve many of the same success factors.

Offsite gatherings are crucial for aligning your team, fostering innovation, and setting the direction of your organization. By dedicating time to strategic thinking in a new environment, you can encourage fresh ideas and perspectives that are essential for your company’s growth and success.

Key Components of a Strategic Planning Offsite

To design and run a strategic planning offsite effectively, you should consider several critical components that contribute to its success. These components set the stage for a productive and focused meeting, ensuring that your time is well-spent and your objectives are met.

By addressing these key components, you can create a solid foundation for your strategic planning offsite. Remember, the objective is to leave with actionable plans and a unified vision, making the time and resources invested in the offsite truly worthwhile for your organization.

The groundwork for a strategic planning offsite is pivotal to its success. Your preparation will set the stage for meaningful engagement and actionable results.

Prepare for the Offsite

Before the offsite, it's crucial to define what you aim to achieve. Clear objectives will guide the agenda and keep discussions focused. Here are steps to setting effective goals:

  1. Identify the broader business goals you wish to align with.
  2. Engage key stakeholders in defining specific objectives for the offsite.
  3. Ensure objectives are SMART: Specific, Measurable, Achievable, Relevant, and Time-bound.
  4. Communicate these objectives with all participants well in advance.

By establishing and sharing these aims, you create a shared understanding of the offsite's purpose.

Select the Right Venue and Time

The choice of venue and timing can significantly impact the productivity of your offsite. Consider the following when making your selection:

Venue Considerations:

  • Privacy: Ensure a secluded space to avoid distractions.
  • Facilities: Verify that the venue has all the necessary equipment and comfort.
  • Accessibility: Choose a location that is easily accessible for all participants.

Timing Considerations:

  • Availability: Select a date when all key participants are available.
  • Season: Consider the time of year and potential weather implications.
  • Duration: Decide on a realistic timeframe that allows you to cover all agenda items without rushing.


By thoughtfully preparing for the offsite, you lay the foundation for a productive and strategic event. The setting and timing are not merely logistical details; they are integral to creating an environment conducive to strategic thought and collaboration.

Run the Offsite

A pivotal moment in the journey of strategic planning is the execution phase of your offsite meeting. It's here that the groundwork laid previously gets put into action. Your focus is to facilitate discussions that are not just productive, but also foster collaboration and participation among all attendees.

Facilitate Productive Discussions

As the facilitator, your primary objective is to guide the conversation in a way that ensures every topic on the agenda is addressed thoroughly. To do this, establish a set of ground rules for engagement. Encourage open dialogue, but also be mindful of the time allocated to each topic. Here are some strategies to maintain productive discussions:

  • Use a Timer: Keep track of discussion time to ensure all agenda items are covered.
  • Set Discussion Goals: Clearly state what needs to be achieved in each segment.
  • Encourage Equal Participation: Make sure all voices are heard by inviting quieter members to share their insights.

Encourage Collaboration and Engagement

The success of your offsite also hinges on the level of collaboration and active participation from your team. To create a collaborative environment, incorporate activities that require joint effort and input from various team members. Consider these tactics:

  • Breakout Sessions: Divide into smaller groups for focused brainstorming on specific issues.
  • Round Robin: Go around the room to gather input from each participant on a particular topic.
  • Idea Voting: Use a voting system to prioritize ideas and initiatives that have been discussed.

Promoting a sense of shared purpose will not only enhance the quality of the strategic planning but also empower participants to take ownership of the outcomes. By ensuring that each member of the executive team has a stake in the discussion, you lay the groundwork for a more committed implementation phase post-offsite.

Follow-Up

The completion of a strategic planning offsite does not signal the end of the process. In fact, the subsequent steps are critical to ensuring the effort invested yields tangible results. The follow-up phase is where the strategic plan transitions from discussion to action.

Document Outcomes and Action Items

Immediately after the offsite, it is vital to capture and document the outcomes and agreements made during the event. This should include a comprehensive list of action items, decisions made, and strategic plans formulated. Ensuring that these details are accurately captured will serve as a foundation for implementation.

Here is an example of how to structure the documentation:

The documentation should be shared with all participants and relevant stakeholders to maintain transparency and keep everyone informed. This creates a shared understanding of the way forward and serves as a point of reference for the team.

Ensure Accountability and Implementation

The next critical step is to ensure accountability and oversee the implementation of the action items. Each action item should be assigned to an individual or a team, with clear deadlines and expectations laid out. This assignment of tasks is crucial for keeping the team focused and on track.

It's recommended to schedule regular check-ins to review progress on the action items. These check-ins can help identify any roadblocks or challenges that may arise and provide an opportunity for the team to offer support and adjustments to the plan if necessary.

By documenting outcomes and ensuring accountability in the implementation phase, you solidify the efforts of your strategic planning offsite. This structured follow-up is the key to turning plans into action and achieving the strategic objectives that will drive your organization forward.

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Soren Kaplan is the author of Experiential Intelligence , founder of the consulting firm InnovationPoint , columnist for HBR and Inc. Magazine, co-founder of the AI-Powered Digital Transformation platform Praxie.com , and an affiliate at the Center for Effective Organizations at USC’s Marshall School of Business. Business Insider and the Thinkers50 have named him one of the world’s top management thought leaders and consultants. For press, media, and speaking inquiries, visit sorenkaplan.com .


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